2,4,5,7,9,10-Hexaethynylpyrenes: Synthesis, Properties, and Self-Assembly

2,4,5,7,9,10-Hexaethynylpyrenes: Synthesis, Properties, and Self-Assembly
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2,4,5,7,9,10-六乙炔基芘:合成、性质和自组装

DOI:
10.1021/acs.orglett.8b03290
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发表时间:
2018
期刊:
影响因子:
5.2
通讯作者:
Yosuke Nakamura
Yosuke Nakamura
中科院分区:
化学1区
文献类型:
--
作者:
Shin-ichiro. Kato;Haruka Kano;Ken-ichi Irisawa;Naoki Yoshikawa;Ryuichiro Yamamoto;Chitoshi Kitamura;Daiki Nara;Takeshi Yamanobe;Hiroki Uehara;Yosuke Nakamura

文献摘要

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以2,7,9,10-四溴芘-4,5-二酮为关键中间体,合成了一系列2,4,5,7,9,10-六乙炔基芘。通过与4,5,9,10-四乙炔基芘和2,7-二乙炔基芘衍生物的比较,阐明了乙炔基的位置和数目对相应芘的物理化学性质的影响。所制备的带有苯部分的六乙炔基芘在溶液和/或凝聚相中通过π-π堆积自组装。
A series of 2,4,5,7,9,10-hexaethynylpyrenes was synthesized using 2,7,9,10-tetrabromopyrene-4,5-dione as the key intermediate. The effects of the position and number of the ethynyl groups on the physicochemical properties of the corresponding pyrenes were clarified by comparison with 4,5,9,10-tetraethynylpyrene and 2,7-diethynylpyrene derivatives. The prepared hexaethynylpyrenes that bear benzene moieties self-assemble via π–π stacking in solution and/or the condensed phase.